Take a look at our picks for the best travel clothing for men for this Fall and Winter. Updated for 2017, these will make great gifts for men who are travelling this season.
Disclosure: This article contains affiliate links. That means we earn a commission when you use the links on this site to buy something on Amazon, book a hotel, etc.. You don’t pay anything extra, and it helps us cover our costs. If you’d like to learn more about how this works, you can read more under our Disclaimer page. For more info and limitations, please read our Disclaimer.
Fall and Winter Men’s Apparel Essentials
Alright gentlemen, or ladies shopping for gentlemen, I (Geoff) have put together a list of some cold weather essentials for the traveller. If you’re planning a Fall or Winter trip, your luggage is going to get pretty full pretty quick. Fall and winter clothing is bulky, so you’ll want items that are multi-functional, like a pullover sweater that will look just as good with jeans as it does with dressier pants (trousers for my UK friends). You’ll also want to think in layers, thermal, base and outer depending on where you’re going and how long you’ll be outside for. If the sun comes out, you can take a layer off and still be protected and warm enough. Here is a curated list to help you find the right apparel to take with you.
For the Head & Neck
The North Face® Salty Dog Beanie
One Size, Multiple Colors Available
Geoff’s Pick – I bought this Salty Dog winter hat from the NorthFace store in Vancouver right before a winter trip that took us from Milan to Amsterdam and it was perfect. Looks great, feels very comfortable and it’s very warm!
Helly Hansen Business Beanie
All business baby! This men’s winter hat is perfect for those looking for a low-key, classic but functional hat this winter. Stylish with a double layer wool/polyester blend from a trusted brand that specializes in battling the cold.
180s Urban Ear Warmers
Keep those ears warm, and your hair in place with these ear muffs for men! Collapsable, one-size, fleece. Perfect for business travellers or those who just don’t like wearing hats.
Levi’s® Men’s Hunter Trapper Hat
Go arctic hunter style this winter and stay extra warm. Not actual fur but it will definitely keep both your head and your ears warm during those long days exploring.
One size, Available in black or navy
Get fleecy with it and stay extra warm. Plenty of length to wrap around, and best of all, it’s machine washable!
Veniroc Cashmere Scarf
Wrap up your neck and keep your throat warm on your travels this winter. Extremely soft to help the neck from chaffing and stretchy too which is nice for breathability.
For the Body
Columbia Cascades Explorer Midweight Fleece
Anti-pilling micro fleece full zip base layer to keep toasty warm. Also great on its own if it’s not too cold. Looks great, super comfy, zippered pockets, and machine washable. Multiple colour choices available.
ZeroXposur Men’s Block Quilted Puffer Vest
A perfect solution for those crisp late fall days. Keep those arms free! Light weight, machine washable and a great value.
Columbia Men’s Frost Fighter Jacket
Geoff’s Pick – I love how this jacket fits nice and snug, no extra loose material. Zippered pockets, it has a special material around the chin to eliminate that nasty chaffing guys get. Water resistant, faux-down, awesome!
Dockers Men’s Soft Acrylic Zip Mock
Look great and be comfortable on your fall/winter trips. A great staple to have in our luggage as it looks great with jeans or khakis.
Helly Hansen Men’s Seven J Jacket
Stay completely dry in the wet weather. Water repellant and windproof, very comfortable and also has some nice material around the chin to prevent chaffing. Comes with a hood and storm flap.
Duofold Men’s Mid Weight Varitherm Thermal Pant
You are not going to go on a winter trip without thermal underwear. Long days out exploring the city, or hitting the slopes these are a must have!
ColdPruf Men’s Crew Neck Base Layer
Thermal underwear shouldn’t be limited to the legs. Stay completely warm with a base layer to help you stay out exploring longer!
HANES ComfortSoft Lounge Pants
After a long day you won’t be able to resist sliding these on. Fall and winter are all about coziness and these are perfect for lounging around. Soft waistband, soft cotton, start relaxing!
For the Hands and Feet
3m Thinsulate Thermal Lined Winter Gloves
Size: S/M M/L
Keep those digits toasty warm on you trip this winter. Handsome, snug, knitted with thermal lining on the inside. I had these for a winer in Prague and they were wonderful.
Columbia Men’s M Thermarator Gloves
Geoff’s Pick – These are my choice because I am always looking at maps or opening information apps on my phone when we’re travelling. The last thing I want to do when it’s cold and windy is take off my gloves so I can find where I’m going!
Dickies 2 Pack Acrylic Thermal Boot Socks
Shoe Size: 6-12
Geoff’s Pick – Warm and soft but not too thick. Wear them with shoes or boots, great quality. Very comfortable, they come up just over mid-calf.
Spikerking Winter Thermal Hiker Socks
Shoe Size 6-12
Now if you need warmth and style, these are a great choice. Multiple colours, warm, stretchy and they have an elastic band to help hold them up.